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$193+ Cheap flights from Caribbean Islands to Oregon

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
janv. 17 — janv. 241
sam. 1/17
sam. 1/24
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Oregon

Cheapest flights from Caribbean Islands to Oregon
Explore the most affordable flight options available from Caribbean Islands to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on décembre 18, 2025.

This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/247:30 amSJU - PDX
2 stops17h 06mDelta
dim. 1/119:45 pmPDX - SJU
1 stop12h 46mDelta
Deal found 12/17$482
This eDestinos deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:09 pmSJU - PDX
3 stops49h 51mMultiple Airlines
mar. 1/69:42 pmPDX - SJU
2 stops28h 52mMultiple Airlines
Deal found 12/16$494
This American Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/2410:25 amSJU - PDX
1 stop18h 34mAmerican Airlines
ven. 1/210:49 pmPDX - SJU
1 stop18h 22mAmerican Airlines
Deal found 12/16$555
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/247:45 amSJU - PDX
2 stops15h 03mUnited Airlines
dim. 1/117:51 pmPDX - SJU
2 stops14h 49mUnited Airlines
Deal found 12/17$572
This American Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/238:25 amSJU - PDX
1 stop16h 54mAmerican Airlines
dim. 12/287:00 amPDX - SJU
1 stop18h 34mAmerican Airlines
Deal found 12/15$595
This American Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:24 amSJU - PDX
2 stops12h 48mAmerican Airlines
mar. 1/66:00 amPDX - SJU
1 stop11h 39mAmerican Airlines
Deal found 12/16$603
This American Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/251:30 amSJU - PDX
2 stops13h 11mAmerican Airlines
sam. 1/1011:01 pmPDX - SJU
1 stop9h 29mAmerican Airlines
Deal found 12/16$612
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 12/2610:15 amSJU - PDX
1 stop13h 28mUnited Airlines
sam. 1/1011:05 pmPDX - SJU
1 stop11h 35mUnited Airlines
Deal found 12/17$632
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/259:00 amKIN - PDX
2 stops27h 08mDelta
mar. 12/307:55 pmPDX - KIN
2 stops21h 01mDelta
Deal found 12/17$654
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/253:02 pmKIN - PDX
3 stops26h 38mMultiple Airlines
mar. 12/307:00 pmPDX - KIN
2 stops17h 33mMultiple Airlines
Deal found 12/17$1,226

Find flight deals from Caribbean Islands to Oregon

Keep the following information in mind while searching for Caribbean Islands to Oregon flight deals. Data was last updated décembre 18, 2025.

Round-trip from

$355
(eDestinos)

One-way from

$193
(Kiwi.com)
From Caribbean Islands to Oregon
Search Deals
One-way flight from Caribbean Islands to Oregon
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Oregon that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated décembre 18, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Oregon that are best for you.

Fly from

Caribbean Islands

Fly to

Oregon

Route

Depart

Return

Price

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

jeu. 1/29

7:00 am-8:55 pm

2 stops16h 55m

Boise Air Term. Gowen Fld

mar. 2/3

6:20 pm-1:06 pm

2 stops15h 46m

$395

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

mer. 1/14

2:25 pm-9:52 pm

1 stop10h 27m

Boise Air Term. Gowen Fld

dim. 1/18

2:37 pm-6:11 am

2 stops12h 34m

$395

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

mer. 1/28

7:00 am-8:55 pm

2 stops16h 55m

Boise Air Term. Gowen Fld

mar. 2/3

6:20 pm-1:06 pm

2 stops15h 46m

$395

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

mar. 2/10

6:00 am-6:51 pm

2 stops16h 51m

Portland

sam. 2/14

11:59 pm-3:12 pm

1 stop11h 13m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jeu. 1/22

3:46 pm-10:53 pm

1 stop11h 07m

Portland

lun. 1/26

11:59 pm-3:40 pm

1 stop11h 41m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jeu. 1/22

2:15 pm-10:15 pm

1 stop12h 00m

Portland

lun. 1/26

7:37 pm-1:06 pm

2 stops13h 29m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

ven. 1/16

2:15 pm-9:49 pm

1 stop11h 34m

Portland

ven. 1/23

7:00 am-12:36 am

2 stops13h 36m

$419

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

mer. 1/21

6:00 am-7:25 pm

2 stops16h 25m

Boise Air Term. Gowen Fld

mar. 1/27

7:20 am-10:26 pm

1 stop12h 06m

$431

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

jeu. 1/29

7:07 am-7:25 pm

1 stop15h 18m

Boise Air Term. Gowen Fld

mar. 2/3

7:20 am-10:26 pm

1 stop12h 06m

$431

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

mer. 1/28

6:00 am-1:53 pm

1 stop10h 53m

Boise Air Term. Gowen Fld

mar. 2/3

6:13 am-10:26 pm

2 stops13h 13m

$431

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 47 results
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Best time to book a flight from Caribbean Islands to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Caribbean Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Oregon

What is the cheapest month to book a flight from Caribbean Islands to Oregon?

Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $228). Flying from Caribbean Islands to Oregon in October is currently the most expensive (average of $481). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EPX to OR?

Find hourly flight availability from Caribbean Islands to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated décembre 18, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 28% on flights from Caribbean Islands to Oregon by exploring options for tickets in the evening.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated décembre 18, 2025.
Read reviews from past customers who have flown American Airlines from Caribbean Islands to Oregon. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Caribbean Islands to Oregon?

    Airlines like Delta, United Airlines, and American Airlines fly from Caribbean Islands to Oregon in about 10h 27m. The time it takes to get you to your destination can typically vary by up to 6h 28m. There are 3374 mi between Caribbean Islands and Oregon. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Caribbean Islands to Oregon one-way?

    The cheapest airlines for a one-way flight from Caribbean Islands to Oregon are United Airlines ($169), American Airlines ($180), and JetBlue ($180).

  • Can I find deals for flights from Caribbean Islands to Oregon that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Oregon.

  • Can I find deals for business class flights from Caribbean Islands to Oregon?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Oregon by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean Islands to Oregon?

    Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $228). Flying from Caribbean Islands to Oregon in October is currently the most expensive (average of $481). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Caribbean Islands to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Caribbean Islands to Oregon

Discover the top 4 airlines that operate flights from Caribbean Islands to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated décembre 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$242Average$522FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$369Average$516FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$570FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$466Average$565FlexibilityNo cancel feeOn-time63%

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